Holiday rentals with lake access in Lake Cumberland

Lakeview Blue

You will not find a better view of Lake Cumberland! Newly renovated 2022!! Previously our family home, we cherish this property. We ask anyone renting to respect the neighbors and home as we have. The Lakeview Blue House is within walking distance of Lake Cumberland, several restaurants, gas stations and a liquor store. There is a seasonally open public boat ramp directly over the hill from the home and many others including Waitsboro, Burnside Marina and Burnside Island State Park/ ramp nearby.

New! Swim Spa at Echo Point Escape! 2 King Beds!

Escape to a peaceful paradise! Less than a mile to the Echo Point Boat ramp and plenty of space for the whole family! Featuring 2 King bedrooms, a kids room that can sleep up to 4, and a 15’ (yes feet!) hot tub/swim spa you’re welcome to use- you’re sure to have a memorable stay! THIS IS AN UPSTAIRS UNIT of my dad (aka Granddad!)'s lakehouse! The unit is completely separate with its own entrance, as well as its own private large deck to enjoy nature! If you see us around, we love to chat

Lake front Cabin - Private dock

This cozy a-frame is located in the lakeside neighborhood of Echo Point, on Cumberland’s South Fork. Swim or fish off the dock, bring a paddle board, or drop a boat in at the nearby ramp. Relax on the deck with rock wall views and towering trees. Perfect for a couple or a small family get away. Walk to water/dock via a rustic path and stairs (it’s a steep climb!) *Not ideal for people with mobility constraints.* Stores & restaurants are 15 min drive. Dogs (2 max) welcome for add'l fee.

Tiny LakeView Cottage~Pets Welcome! Kayaks!

We welcome your fur babies!! Kayaks available! Ice maker! Coffee pot w/coffee & creamer! Adorable, cozy tiny house with two decks & bonfire pit overlooking Lake Cumberland! It is located in Monticello, Ky, in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. On a dead end street, so very peaceful. Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

23 Acre Lake Cumberland: Boats & Fishing Oasis

Escape to a 5-star, 23-acre private lake estate, your ultimate outdoor retreat by Lake Cumberland.. Enjoy our 3-acre fishing pond with all gear provided, kayaks and boats. Relax in a luxurious 8-person hot tub, savor meals on Traeger & egg grills & 2 fire-pits. Inside, find a cozy fireplace, high-speed Wi-Fi, Smart TVs, full bath and half bath plus a gourmet kitchen. Experience Lake Cumberland with our rentals, and let me be your guide to the best hidden gems. Your dream vacation awaits!

Lake Cumberland Forest Cottage!

Cumberland Lake Cottage gives convenient access to all the best hikes and scenery! Located in Daniel Boone National Forest in McCreary County on a perfect Lake Setting! Close to all the major attractions while offering a peaceful, relaxing, outdoor kind of stay. Enjoy the Natural Arch…Lick Creek Falls…Cumberland Falls (with horseback riding) and Big South Fork Scenic Railway for an unforgettable train ride! Direct access to Lake Cumberland for swimming, fishing, boating and floating!

HOT TUB~ Fire Pit~ KING Ensuites~ Lake Access

Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 1.2 miles from Ramsey’s Point boat ramp! Perfect for families and friends, this home features TWO luxurious King En-suites. No boat? No problem! Nearby Beaver Creek Marina offers rentals. Enjoy evenings by the large firepit surrounded by nature, perfect for s'mores, and unwind in the luxurious spa. Experience the tranquility of Lake Cumberland—book your stay at Barndo Bliss today!

Stylish Skoolie Lake Cumberland

Live out your #vanlife fantasy for a one-of-a-kind weekend on Lake Cumberland! “Lola” is a thoughtfully renovated, solar powered school bus nestled in the woods. She offers a queen and twin bed, as well as comfortable seating areas, and a kitchenette with burners, sink, refrigerator and AC. Step outside to enjoy a private fire pit, picnic table and grill - and all the fresh air and stars you can handle! Explore our hiking trails, skip some rocks, take a swim and enjoy the lake life.

Whispering Woods Cottage | Hot Tub | Pool

Welcome to Whispering Woods, your peaceful sanctuary nestled near Lake Cumberland. Step into our cozy 1-bedroom cottage that offers tranquil surroundings and a restorative night's sleep after your day's adventures. Perfect for a romantic getaway, a solo retreat, or a change of scenery for remote workers, Whispering Woods provides space for up to two guests. ☆ Book your escape at Whispering Woods today to experience the enchantment of lakeside living. Your perfect retreat awaits! ☆

Lake cottage; 6m walk (1,100f to water); Nancy, KY

Relax at our private 2-bedroom/1.5-bath cottage with easy lake access at Clearwater public boat ramp (8m by boat to Conley Bottom). 6m downhill walk to lake. Great for water sports & fishing fans. Single-floor; fully equipped kitchen; free coffee/tea; Wi-Fi; smart-streaming TV; W/D. Cozy front porch; large covered back deck; gas grill. Perfect for a couple or small family/group (sleeps 6 w/ LR-area trundle bed). Ample vehicle/boat/trailer parking. Self-check-in after 4pm. No pets.

The Stable @ Bluegrass Gables

Enjoy some retro vibes in this converted barn. Indulge your senses, from the smell of the pine shiplap to the sounds of the wind chimes on the breezy covered porch or some vintage vinyl on the victrola turntable. Light a fire and watch the flames dance in the wood burning stove. Enjoy sips of your favorite beverage from a rocking chair with a view of the Appalachian foothills. Soak in the hot tub! Vintage china, glassware, art, vinyl, furniture, games, it's all in the details.

Cozy Cumberland Lakeview Shangri-la

A fun, lake view lake house situated on the banks of the Big South Fork River. You will love waking up each morning with a beautiful view of the river. Watch as the boats go out for a day on the water. Every where you turn, you are surround with beauty. We back up to the Daniel Boon National Forest. No matter the time of year you decide to stay, there is always plenty of hiking, fishing and site seeing to do. We are also right across the street from the pool.